Potassium Carbonate → HCID 66727367, compound

HRID 2366049Notes

Reaction equation

HRID 2366049 reaction equation
Br[CH2:2][F:3].[NH+]1C=CC=CC=1.[O:10]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[O:13][CH2:12][C@@H:11]1[C:20]([N:22]1[CH2:27][CH2:26][CH2:25][C@H:24]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([OH:34])[CH:29]=2)[CH2:23]1)=[O:21].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[O:10]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[O:13][CH2:12][C@@H:11]1[C:20]([N:22]1[CH2:27][CH2:26][CH2:25][C@H:24]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:2][F:3])[CH:29]=2)[CH2:23]1)=[O:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 66726956HCID 66726956, compoundHCID 86644729HCID 86644729, compound

Product 1

HCID 66727367HCID 66727367, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
120 °C

Procedure

Bromofluoromethane-pyridinium adduct (excess) was condensed in a vial. (R)-2,3-Dihydro-benzo[1,4]dioxin-2-yl-[(R*)-3-(3-hydroxy-phenyl)-piperidin-1-yl]-methanone (1.84 mmol, 0.623 g) and K2CO3 (3.67 mmol, 0.507 mmol) were added and the tube was sealed. Acetonitril (5 ml) was added. The reaction was stirred at 120° C. for 60 min. After cooling, the mixture was evaporated to dryness, taken up in DCM and washed with water. The organic phase was evaporated to dryness. 0.680 g of the title compound was obtained.

Workup

  1. customcondensed in a vial
  2. customthe tube was sealed
  3. temperatureAfter cooling
  4. customthe mixture was evaporated to dryness
  5. washwashed with water
  6. customThe organic phase was evaporated to dryness

Sources & evidence

ORD record
ord-e8e7855f348c43a28fa8fe5c1f2f5655
Source dataset
uspto-grants-2014_04
Patent number
US08697723B2

Reaction notes

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